Practical tips guiding you from the classroom to corporate leadership.

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What's In and What's Out in 2026

The Challenge We’re Solving Today Since you're reading this, your a transitioning educator, and you might still be focusing on things like: “I’m passionate” “I care about students” “I’m a hard worker” Those are all good things. But in 2026, it’s not enough. Now, companies want to know: ...

Dec 06, 2025

Your Principal's Feedback Doesn't Matter Here

Read on my website / Read time: 4 minutes We've all been there. You had to sit through a post-observation meeting and walked out feeling smaller than you walked in. The comments stab you in the gut. “Needs stronger data use.”“Too quiet in meetings.”“Could improve time-on-task.” Blahhhh, blah b...

Nov 29, 2025

You’re Not “Selling Out” by Leaving Teaching

Read on my website / Read time: 4 minutes This issue is brought to you by: Find $60K+ EdTech Jobs Built for TeachersEdskip helps educators find high-paying roles in EdTech with curated listings. Free and premium access. Browse Jobs Now * I may receive a commission if you choose to make a purch...

Nov 22, 2025

“Networking feels awkward. Do I really need to do it?”

Read on my website / Read time: 4 minutes This issue is brought to you by: What if Your Next Classroom Had Wings?You’ve shaped lives on the ground. Now imagine the impact you could make at 30,000 feet. Delta Air Lines is looking for educators who are ready to trade lesson plans for flight plan...

Nov 15, 2025

The fastest path is not more skills. It's fewer promises.

Let me tell you a quick story. Maya was a middle school teacher for nearly 10 years. Super sharp, super organized, and completely worn out from the classroom. She wanted out. Not because she didn’t love teaching, but because she wanted to work in a quieter space. She had her eye on something cal...

Nov 08, 2025

The 8 Steps That Got Me Interviews

Read on my website / Read time: 4 minutes This issue is brought to you by: Get AI-Polished Headshots in MinutesAISuitUp creates stunning, professional AI headshots that actually look like you. Try It For Free Find $60K+ EdTech Jobs Built for TeachersEdskip helps educators find high-paying rol...

Nov 01, 2025

Referrals are dead. Cold applications work.

The Challenge We're Solving Today You’ve heard this before: “You need a referral to get the job.” So you ask people for help. Message folks on LinkedIn, and wait. But… no replies. No interviews. Meanwhile, that random job you applied to online? You're about to hear back from them. What’s going o...

Oct 25, 2025

Stop hiding your failures. Publish them. (Here’s why.)

The Challenge We’re Solving Today Many teachers think they should only talk about their wins when applying for jobs. But here’s a secret: talking about a mistake you made (and how you fixed it) can actually help you get hired. Why? Because solving problems with other adults (like teammates or sc...

Oct 18, 2025

“I keep seeing AI in job posts. What am I supposed to do with it?”

If you’re seeing AI in job posts and thinking:“I’m not a tech person... is this job not for me?” Good news:You don’t need to code.You don’t need to build robots.You just need to use AI tools to make your job easier — and be able to talk about that in interviews. Why AI Is in So Many Jobs Now AI...

Oct 11, 2025

The first 50 words decide your fate.

Let’s be real, my friend. You’ve probably spent hours on your resume, polished your LinkedIn profile, and written a few bajillion cover letters… and yet, no callbacks. Here’s what most people don’t realize: recruiters (and hiring managers) only need a few seconds to make a decision. If your firs...

Oct 04, 2025

Your stories are good. Your endings are weak.

Let’s get real for a second. You’ve been told that telling stories in interviews is essential... and it is. But even great stories don’t land if they end like a shrug. You describe the problem. You explain what you did. You walk them through your process… And then? You stop. In psychology, this...

Sep 27, 2025

The Luxury of Doing Less (and Getting Hired Faster)

Summary: Feeling stuck in your job search? You're likely doing too much. Learn how working within constraints creates clarity and momentum. Use a simple 25-minute move to cut through the noise and focus on what actually gets results. The Challenge We're Solving Today You’re juggl...

Sep 20, 2025

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Practical tips guiding you from the classroom to corporate leadership.

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